tert-Butyl-[(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-4-ynyloxy]-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-[(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-4-ynyloxy]-dimethyl-silane
CAS No.:178113-93-4
Molecular Formula:C₂₁H₃₄O₃Si
Molecular Weight:362.585
Hs Code.:

Synonyms:tert-Butyl-[(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-4-ynyloxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-4-ynyloxy]-dimethyl-silane

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Technology Process of tert-Butyl-[(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-4-ynyloxy]-dimethyl-silane

There total 5 articles about tert-Butyl-[(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-4-ynyloxy]-dimethyl-silane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 178113-92-3
Diisopropyl-carbamic acid (Z)-(3S,4S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-hex-1-enyl ester

: 178113-93-4
tert-Butyl-[(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-4-ynyloxy]-dimethyl-silane

Guidance literature:: With tert.-butyl lithium; In diethyl ether; at -20 ℃; for 0.5h;
DOI:10.1055/s-1996-4254

Reference yield:

: 105198-38-7,106513-42-2
ethyl (S)-2-(tert-butyldimethylsilyloxy)propanoate

: 178113-93-4
tert-Butyl-[(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-4-ynyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / DIBALH / toluene; CH₂Cl₂ / 0.58 h / -80 °C

2: 1.) (-)-sparteine, BuLi, 2.) Ti(i-PrO)4

3: 66 percent / TMSOTf / diethyl ether / 2 h / Ambient temperature

4: 81 percent / t-BuLi / diethyl ether / 0.5 h / -20 °C

With titanium(IV) isopropylate; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; tert.-butyl lithium; diisobutylaluminium hydride; (-)-sparteine; In diethyl ether; dichloromethane; toluene;
DOI:10.1055/s-1996-4254

Reference yield:

: 87727-28-4
(S)-2-tert-butyl-dimethyl-silanyloxy propanal

: 178113-93-4
tert-Butyl-[(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-4-ynyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) (-)-sparteine, BuLi, 2.) Ti(i-PrO)4

2: 66 percent / TMSOTf / diethyl ether / 2 h / Ambient temperature

3: 81 percent / t-BuLi / diethyl ether / 0.5 h / -20 °C

With titanium(IV) isopropylate; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; tert.-butyl lithium; (-)-sparteine; In diethyl ether;
DOI:10.1055/s-1996-4254